Neutral and cationic cyclic (alkyl)(amino)carbene mercury [cAAC-Hg()] complexes: scope of hydroamination of alkynes with organomercury compounds

This study demonstrates the first synthesis of cyclic (alkyl)(amino)carbene (cAAC) adducts of Hg( ii ), [cAAC Me ·HgBr(μ-Br)] 2 ( 1a ) and [cAAC cy ·HgBr(μ-Br)] 2 ( 1b ). Adduct 1b catalyzes intermolecular hydroamination of aromatic alkynes and amines under mild conditions to afford aromatic imines....

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Bibliographic Details
Published in:Dalton transactions : an international journal of inorganic chemistry 2018-05, Vol.47 (18), p.6274-6278
Main Authors: Bawari, Deependra, Goswami, Bhupendra, R, Sabari V, Thakur, Sandeep Kumar, Varun Tej, R. V, Roy Choudhury, Angshuman, Singh, Sanjay
Format: Article
Language:English
Subjects:
Adducts
Alkynes
Amines
Cations
Imines
Mercury (metal)
Mercury compounds
Synthesis
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Summary:This study demonstrates the first synthesis of cyclic (alkyl)(amino)carbene (cAAC) adducts of Hg( ii ), [cAAC Me ·HgBr(μ-Br)] 2 ( 1a ) and [cAAC cy ·HgBr(μ-Br)] 2 ( 1b ). Adduct 1b catalyzes intermolecular hydroamination of aromatic alkynes and amines under mild conditions to afford aromatic imines. The quest to prepare an electrophilic Hg( ii ) complex resulted in the synthesis of cationic [(cAAC cy ) 2 Hg(H 2 O)] 2+ 2[NO 3 ] − ( 3 ) by reacting 1b with AgNO 3 . [cAAC·HgBr(μ-Br)] 2 catalyzed intermolecular hydroamination of phenylacetylenes with anilines has been demonstrated under mild conditions.
ISSN:1477-9226
1477-9234
DOI:10.1039/c7dt04589a